| Identification | More | [Name]
2,8-Dibromodibenzothiophene | [CAS]
31574-87-5 | [Synonyms]
2,8-DIBROMODIBENZO[B,D]THIOPHENE
2,8-DIBROMODIBENZOTHIOPHENE
2,8-dibromodibenzohiophene
2,8-DIBROMOBENZOTHIOPHENE | [EINECS(EC#)]
636-527-3 | [Molecular Formula]
C12H6Br2S | [MDL Number]
MFCD00092755 | [Molecular Weight]
342.05 | [MOL File]
31574-87-5.mol |
| Chemical Properties | Back Directory | [Melting point ]
226°C | [Boiling point ]
436.5±25.0 °C(Predicted) | [density ]
1.905 | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
almost transparency in hot Toluene | [form ]
powder to crystal | [color ]
White to Almost white | [InChI]
InChI=1S/C12H6Br2S/c13-7-1-3-11-9(5-7)10-6-8(14)2-4-12(10)15-11/h1-6H | [InChIKey]
WNEXSUAHKVAPFK-UHFFFAOYSA-N | [SMILES]
C12=CC=C(Br)C=C1C1=CC(Br)=CC=C1S2 | [CAS DataBase Reference]
31574-87-5(CAS DataBase Reference) |
| Questions And Answer | Back Directory | [Uses]
2,8-Dibromodibenzothiophene is used as a starting material or intermediate for synthesizing novel 2,8-disubstituted dibenzothiophenes via palladium-catalyzed C-N or C-C bond formation. 2,8-Dibromodibenzothiophene is also used as a starting material to create organic electroluminescent derivatives. |
| Safety Data | Back Directory | [Risk Statements ]
R20:Harmful by inhalation. | [Safety Statements ]
S22:Do not breathe dust .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [RIDADR ]
UN2811 | [HazardClass ]
6.1 | [HS Code ]
29420000 |
| Hazard Information | Back Directory | [Chemical Properties]
White to light yellow solid | [Synthesis]
The general procedure for the synthesis of 2,8-dibromodibenzothiophene from dibenzothiophene was as follows: dibenzothiophene (15.1552 g, 82.25 mmol) was dissolved in chloroform (150 mL) and bromine (13.0 mL, 253.72 mmol) was slowly added dropwise at 0 °C in an ice bath. After the dropwise addition, the reaction mixture was kept at 0 °C for 2 hours. Subsequently, the reaction system was slowly warmed to room temperature and stirring was continued for 3 days. After completion of the reaction, excess methanol was added to the mixture and stirred for 30 min to precipitate the product. The white solid product was collected by vacuum filtration and washed with excess methanol to finally obtain 2,8-dibromodibenzothiophene (22.87 g, 66.86 mmol, 81% yield). | [References]
[1] Chemistry - An Asian Journal, 2017, vol. 12, # 5, p. 552 - 560
[2] Patent: WO2017/13420, 2017, A1. Location in patent: Page/Page column 11
[3] Journal of Materials Chemistry, 2003, vol. 13, # 6, p. 1351 - 1355
[4] Journal of the American Chemical Society, 2010, vol. 132, # 12, p. 4466 - 4476
[5] New Journal of Chemistry, 2015, vol. 39, # 3, p. 2096 - 2105 |
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